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TL;DR: In this paper, 1.5-Diazaindene 5-oxide has been prepared and rearranged, giving 1-acetyl-1,5-diazainden-4(5H)-one (1).
Abstract: 1,5-Diazaindene 5-oxide has been prepared and rearranged, giving 1-acetyl-1,5-diazainden-4(5H)-one (1). Compound (1) has also been obtained from either (a)cis-3-(pyrrol-2-yl)acrylic acid or (b) 1,5-oxazainden-4(5H)-one. 1,4- and 1,6-Diazainden-2(3H)-one and some 3-substituted derivatives have been synthesised from the corresponding chloronitropyridines. Spectra show that the location of the nitrogen atom in the pyridine ring and the type of 3-substituent markedly influence the position of tautomeric equilibrium.
11 citations
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01 Jan 1984
26 citations
TL;DR: In this article, the vicarious nucleophilic substitution (VNS) method with ammonia and amines and by the oxidative substitution method in the position para to the nitro group were used to synthesize 2-substituted-5-nitropyridines.
14 citations
TL;DR: In this article, the substitution reactions of 2-methylsulfonyl thiazolo[5,4-b]-pyridine (3) by nucleophilic anionic reagents were studied.
14 citations
01 Jan 2008
TL;DR: In this article, bicyclic ring systems that consist of a five-and a six-membered ring with each ring containing one heteroatom that is not situated at a ring junction position are covered.
Abstract: This chapter covers bicyclic ring systems that consist of a five- and a six-membered ring with each ring containing one heteroatom that is not situated at a ring junction position. Nine heterocyclic ring systems containing nitrogen, oxygen, and sulfur heteroatoms are covered, including pyrrolopyridines, furopyridines, thienopyridines, pyranopyrroles, thiopyranopyrroles, furopyrans, thienopyrans, thiopyranofurans, and thienothiopyrans. Pyrrolopyridines, furopyridines, thienopyridines, and their pyridinone derivatives have been most widely covered in the chemical literature. For a few of the ring systems, such as thiopyranofurans and thienothiopyrans, there are only scarce references in the literature. In addition to the fully conjugated ring systems, partially and fully reduced derivatives of these compounds are considered. Representative melting point, spectroscopic, and X-ray crystallographic data are presented. Reactivity of the parent and reduced derivatives of the heterocyclic ring systems are provided. Syntheses of the ring systems from acyclic precursors, five- or six-membered ring starting materials, or transformations of other rings are included. A variety of applications of these heterocyclic ring systems are given. A few of the ring systems are found in naturally occuring compounds; however, many of the compounds are only available synthetically.
12 citations
TL;DR: A general synthesis of 6-azaoxindoles, substituted in the 3-and 5-position, has been developed starting from 4-methoxycarbomethyl-3-nitropyridine, via hydrogenation of the nitro group and cyclisation of the resulting 3-amino-4-mETHoxycarbometric-pyridine.
10 citations